4.7
(96)
4,772
runners
380
runs
Jogging around Chesham Bois offers a variety of routes through the Chess Valley and surrounding areas. The landscape features rolling hills, open fields, and sections along rural roads. This region provides diverse running experiences, from moderate loops to longer, more challenging trails.
Last updated: April 24, 2026
7
runners
8.28km
00:56
100m
110m
The Chess Valley Circular: Chesham Loop invites you to a moderate jogging experience through the attractive Buckinghamshire countryside. This route covers 5.1 miles (8.3 km) with an elevation gain ofβ¦
4.0
(1)
67
runners
46.7km
05:17
510m
510m
Hard run. Very good fitness required. Mostly accessible paths. Some sure footedness required.

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143
runners
10.8km
01:08
100m
100m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
32
runners
7.59km
00:48
80m
80m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
29
runners
18.2km
02:02
210m
210m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Truly a village that is steeped in olde worlde charm. Some great restaurants and pubs. The history seeps through its pores. The Kings Arms Hotel & The Crown Hotel & Pub in Amersham, was the set of a scene the 4 Weddings and a funeral movie.
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Really nice gentle climb up the hill on a great surface.
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Pednor House is a Grade II listed building in Chartridge, Buckinghamshire. Originally a 17th-century farmhouse, it was enlarged in 1910 under the architects Forbes and Tate in the Arts and Crafts style. The house is a large U-shaped structure with a cylindrical dovecote and stands in a beautiful setting. The grounds were originally designed by Gertrude Jekyll.
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Beautiful town and perfect to finish off hike/ walking trail, great choice of CafΓ©, try sitting outside @ Amersham House for coffee/ brunch
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Lovely lake and doesnβt look like man made at all and would recommend Boots for the path and Park specially if there has been rain over last few days
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This here is one of the entrances to the beautiful Penn Wood. It's a truly spectacular bit of woodland: dense, green, with lovely paths to run on. Some trees are ancient: one, thought to be the oldest in the wood, is the Holey Oak (there is a hole in the trunk...), and the other is the Penn Pollard, memorable for its very open crown. You're in for a treat here!
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There are over 380 running routes in the Chesham Bois area, catering to various fitness levels. You'll find a good mix of easy, moderate, and difficult trails to explore.
Yes, Chesham Bois offers around 45 easy running routes. These are generally shorter with minimal elevation changes, perfect for beginners or a relaxed jog. While specific easy routes aren't detailed here, you can find many options on komoot.
The running trails around Chesham Bois feature a diverse landscape, including rolling hills, open fields, and sections along rural roads. You'll experience the natural beauty of the Chess Valley with gentle elevation changes.
Many of the running routes in Chesham Bois are circular, allowing you to start and finish at the same point. A popular example is the Chess Valley Circular: Chesham Loop, which is 5.1 miles long.
The running trails in Chesham Bois are highly rated by the komoot community, with an average score of 4.7 stars from over 90 reviews. Runners often praise the varied terrain, the scenic views of the Chess Valley, and the well-maintained paths suitable for different abilities.
Absolutely! Many routes offer scenic points. For instance, you might encounter Shardeloes Lake or the River Chess Stepping Stones and Weir. The region is rich in natural beauty and historical sites.
While specific 'family-friendly' routes aren't explicitly categorized, the numerous easy and moderate trails in Chesham Bois, particularly those through parks or along flatter sections of the Chess Valley, can be suitable for families. Look for shorter, less challenging options.
Many trails in the Chesham Bois area are suitable for running with dogs, especially those through woodlands and open fields. However, it's always recommended to keep dogs on a lead, especially near livestock or in nature reserves, and to check local signage for any restrictions.
Yes, for experienced runners seeking a challenge, there are 32 difficult routes available. An example is the Chesham Clock Tower loop from Amersham, which spans over 28 miles and features significant elevation changes.
Chesham Bois offers enjoyable running conditions year-round. Spring and autumn provide pleasant temperatures and beautiful scenery with changing foliage. Summer is great for early morning or late evening runs, while winter can be invigorating, though some paths might be muddy after rain or snow.
Given the region's natural setting in the Chess Valley, many routes pass through woodlands and along the river, offering chances to spot local wildlife. Keep an eye out for birds, deer, and other small animals, particularly during quieter times of the day.
Both Chesham Bois and Amersham offer excellent running opportunities in the Chilterns. Chesham Bois is known for its direct access to the Chess Valley and its mix of rolling hills and rural roads. Amersham's routes often feature a blend of historic townscapes and countryside, with some longer trails connecting the two areas, such as the Old Amersham Town Centre β Shardeloes Lake loop from Amersham.


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